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Winter Park Homes For Sale & Real Estate - 305 homes

Winter Park homes for sale are located in Orange County, Florida. Find homes in Winter Park for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Park houses.

Location: Winter Park

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  • 100 S INTERLACHEN AVENUE UNIT 102, WINTER PARK, FL 32789

    $459,000Listed 06/03/2020 10:26PM   MLS ID: O5868332

    For Sale O5868332 - 100 S INTERLACHEN AVENUE UNIT 102, WINTER PARK, FL 32789 26 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1267
       Built: 1971   Tax: $2,306 (2019)
    Community: Cloisters Condo
    Pool: No

    Condo


    Estimated Monthly Payment: $2,707 (change assumption)
    Mortgage ($2,515) + Taxes in 2019 ($192)

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    Taxes:$2,306

    Elementary School: Audubon Park K-8

    High School: Winter Park High

    Tax Year: 2019

    Middle School: Audubon Park K-8


  • 440 CLARENDON AVENUE, WINTER PARK, FL 32789

    $749,900211 Days on yellowkey   MLS ID: O5824125

    65 Days Off yellowkey (back on 6/3/2020)

    REDUCED by $50,000 (6.3%) on 03/23/2020

    For Sale O5824125 - 440 CLARENDON AVENUE, WINTER PARK, FL 32789 23 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3184
       Built: 1999   Tax: $8,637 (2019)
    Community: Virginia Heights Rep
    Pool: No

    Single Family


    Estimated Monthly Payment: $4,829 (change assumption)
    Mortgage ($4,109) + Taxes in 2019 ($720)

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    Taxes:$8,637

    Elementary School: Audubon Park K-8

    High School: Winter Park High

    Tax Year: 2019

    Middle School: Audubon Park K-8


  • 648 DEPUGH STREET, WINTER PARK, FL 32789

    $479,000220 Days on yellowkey   MLS ID: O5819489

    REDUCED by $20,900 (4.2%) on 06/03/2020

    For Sale O5819489 - 648 DEPUGH STREET, WINTER PARK, FL 32789 16 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 968
       Built: 1952   Tax: $3,956 (2019)
    Community: Carver Town First Add
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,954 (change assumption)
    Mortgage ($2,625) + Taxes in 2019 ($330)

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    Taxes:$3,956

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2019

    Middle School: Maitland Middle


  • 2048 WOOD THRUSH LANE, WINTER PARK, FL 32792

    $554,352Listed 06/03/2020 4:44PM   MLS ID: O5868527

    For Sale O5868527 - 2048 WOOD THRUSH LANE, WINTER PARK, FL 32792 1 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2702
       Built: 2020
    Monthly Fee: $170
       Tax: $0 (2020)
    Community: Hawks Crest
    Pool: No

    Single Family


    Estimated Monthly Payment: $3,207 (change assumption)
    Mortgage ($3,037) + Fees ($170) + Taxes in 2020 ($0)

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    Taxes:$0

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2020

    Middle School: Tuskawilla Middle


  • 260 E LAKE SUE AVENUE, WINTER PARK, FL 32789

    $525,00031 Days on yellowkey   MLS ID: O5861647

    REDUCED by $13,000 (2.4%) on 06/03/2020

    For Sale O5861647 - 260 E LAKE SUE AVENUE, WINTER PARK, FL 32789 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1578
       Built: 1973   Tax: $5,007 (2019)
    Community: Charmont
    Pool: No

    Single Family


    Estimated Monthly Payment: $3,294 (change assumption)
    Mortgage ($2,877) + Taxes in 2019 ($417)

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    Taxes:$5,007

    Elementary School: Audubon Park K-8

    High School: Winter Park High

    Tax Year: 2019

    Middle School: Glenridge Middle


  • 4305 STEED TERRACE, WINTER PARK, FL 32792

    $387,000206 Days on yellowkey   MLS ID: O5825010

    15 Days Off yellowkey (back on 6/3/2020)

    REDUCED by $12,900 (3.2%) on 03/19/2020

    For Sale O5825010 - 4305 STEED TERRACE, WINTER PARK, FL 32792 18 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2274
       Built: 1991
    Monthly Fee: $22
       Tax: $2,519 (2019)
    Community: Kings Cove
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,352 (change assumption)
    Mortgage ($2,120) + Fees ($22) + Taxes in 2019 ($210)

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    Taxes:$2,519

    Elementary School: Red Bug Elementary

    High School: Lake Howell High

    Tax Year: 2019

    Middle School: Tuskawilla Middle


  • 649 N PARK AVENUE UNIT 9, WINTER PARK, FL 32789

    $2,385,000146 Days on yellowkey   MLS ID: O5835823

    4 Days Off yellowkey (back on 6/3/2020)

    REDUCED by $100,000 (4.0%) on 02/03/2020

    For Sale O5835823 - 649 N PARK AVENUE UNIT 9, WINTER PARK, FL 32789 32 photos

    Bed: 3   Bath: 4.0
    Liv Area Sq Ft: 3180
       Built: 2018
    Monthly Fee: $870
       Tax: $6,374 (2019)
    Community: Park Hill
    Pool: No

    Townhouse


    Estimated Monthly Payment: $14,469 (change assumption)
    Mortgage ($13,068) + Fees ($870) + Taxes in 2019 ($531)

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    Taxes:$6,374

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2019

    Middle School: Maitland Middle


  • 7401 FIELDCREST AVENUE, WINTER PARK, FL 32792

    $274,90071 Days on yellowkey   MLS ID: O5853574

    13 Days Off yellowkey (back on 6/3/2020)

    For Sale O5853574 - 7401 FIELDCREST AVENUE, WINTER PARK, FL 32792 28 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1568
       Built: 1970   Tax: $2,808 (2019)
    Community: Woodcrest Unit 01
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $1,740 (change assumption)
    Mortgage ($1,506) + Taxes in 2019 ($234)

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    Taxes:$2,808

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2019

    Middle School: Tuskawilla Middle


  • 1217 WADING WATERS CIRCLE, WINTER PARK, FL 32792

    $613,699Listed 06/03/2020 2:20PM   MLS ID: O5868518

    For Sale O5868518 - 1217 WADING WATERS CIRCLE, WINTER PARK, FL 32792 1 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 3082
       Built: 2020
    Monthly Fee: $147
       Tax: $0 (2020)
    Community: Hawks Crest
    Pool: No

    Single Family


    Estimated Monthly Payment: $3,510 (change assumption)
    Mortgage ($3,363) + Fees ($147) + Taxes in 2020 ($0)

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    Taxes:$0

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2020

    Middle School: Tuskawilla Middle


  • 6910 MILLS ROAD, WINTER PARK, FL 32792

    $198,000360 Days on yellowkey   MLS ID: O5790651

    11 Days Off yellowkey (back on 3/30/2020)

    REDUCED by $1,900 (1.0%) on 06/03/2020

    For Sale O5790651 - 6910 MILLS ROAD, WINTER PARK, FL 32792 20 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1440
       Built: 1984   Tax: $2,211 (2019)
    Community: Acreage & Unrec
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,269 (change assumption)
    Mortgage ($1,085) + Taxes in 2019 ($184)

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    Taxes:$2,211

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2019

    Middle School: Glenridge Middle


  • 311 E MORSE BOULEVARD UNIT 8-1, WINTER PARK, FL 32789

    $799,0001 Day on yellowkey   MLS ID: O5867154

    For Sale O5867154 - 311 E MORSE BOULEVARD UNIT 8-1, WINTER PARK, FL 32789 50 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2350
       Built: 1960
    Monthly Fee: $1,195
       Tax: $8,032 (2019)
    Community: Whispering Waters
    Pool: No

    Condo


    Estimated Monthly Payment: $6,242 (change assumption)
    Mortgage ($4,378) + Fees ($1,195) + Taxes in 2019 ($669)

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    Taxes:$8,032

    Elementary School: None

    High School: Winter Park High

    Tax Year: 2019

    Middle School: None


  • 670 N PENNSYLVANIA AVENUE, WINTER PARK, FL 32789

    $450,000602 Days on yellowkey   MLS ID: O5740057

    1 Days Off yellowkey (back on 6/3/2020)

    INCREASED by $25,000 (5.9%) on 10/03/2019

    For Sale O5740057 - 670 N PENNSYLVANIA AVENUE, WINTER PARK, FL 32789 0 photos

    Bed: 5   Bath: 2.5
    Liv Area Sq Ft: 2112
       Built: 1953   Tax: $3,350 (2019)
    Community: Morseland Sub
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,745 (change assumption)
    Mortgage ($2,466) + Taxes in 2019 ($279)

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    Taxes:$3,350

    Elementary School: None

    High School: None

    Tax Year: 2019

    Middle School: None


  • 2500 LEE ROAD UNIT 232, WINTER PARK, FL 32789

    $125,000176 Days on yellowkey   MLS ID: O5830948

    REDUCED by $4,900 (3.8%) on 06/03/2020

    For Sale O5830948 - 2500 LEE ROAD UNIT 232, WINTER PARK, FL 32789 24 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 645
       Built: 1969   Tax: $1,195 (2019)
    Community: Lakeside Manor Apts Condo
    Pool: No

    Condo


    Estimated Monthly Payment: $785 (change assumption)
    Mortgage ($685) + Taxes in 2019 ($100)

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    Taxes:$1,195

    Elementary School: None

    High School: None

    Tax Year: 2019

    Middle School: None


  • 2861 OLD CASTLE DRIVE, WINTER PARK, FL 32792

    $720,00032 Days on yellowkey   MLS ID: O5861276

    REDUCED by $30,000 (4.0%) on 06/03/2020

    For Sale O5861276 - 2861 OLD CASTLE DRIVE, WINTER PARK, FL 32792 53 photos

    Bed: 4   Bath: 5.5
    Liv Area Sq Ft: 3790
       Built: 1992
    Monthly Fee: $133
       Tax: $8,454 (2019)
    Community: Bear Gully Pointe
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $4,783 (change assumption)
    Mortgage ($3,945) + Fees ($133) + Taxes in 2019 ($705)

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    Taxes:$8,454

    Elementary School: None

    High School: None

    Tax Year: 2019

    Middle School: None


  • 200 SAINT ANDREWS BOULEVARD UNIT 313, WINTER PARK, FL 32792

    $145,0001 Day on yellowkey   MLS ID: O5868252

    For Sale O5868252 - 200 SAINT ANDREWS BOULEVARD UNIT 313, WINTER PARK, FL 32792 26 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 727
       Built: 1970   Tax: $276 (2019)
    Community: Four Seasons
    Pool: No

    Condo


    Estimated Monthly Payment: $818 (change assumption)
    Mortgage ($795) + Taxes in 2019 ($23)

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    Taxes:$276

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2019

    Middle School: Glenridge Middle


  • 2353 SHADOWLAND LOOP, WINTER PARK, FL 32792

    $323,9101 Day on yellowkey   MLS ID: O5868210

    For Sale O5868210 - 2353 SHADOWLAND LOOP, WINTER PARK, FL 32792 1 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2376
       Built: 2020
    Monthly Fee: $235
       Tax: $0 (2020)
    Community: Hawks Crest
    Pool: No

    Townhouse


    Estimated Monthly Payment: $2,010 (change assumption)
    Mortgage ($1,775) + Fees ($235) + Taxes in 2020 ($0)

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    Taxes:$0

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2020

    Middle School: Tuskawilla Middle


  • 2245 SHADOWLAND LOOP, WINTER PARK, FL 32792

    $310,5401 Day on yellowkey   MLS ID: O5868217

    For Sale O5868217 - 2245 SHADOWLAND LOOP, WINTER PARK, FL 32792 1 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1961
       Built: 2020
    Monthly Fee: $235
       Tax: $0 (2020)
    Community: Hawks Crest
    Pool: No

    Townhouse


    Estimated Monthly Payment: $1,937 (change assumption)
    Mortgage ($1,702) + Fees ($235) + Taxes in 2020 ($0)

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    Taxes:$0

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2020

    Middle School: Tuskawilla Middle


  • 2241 SHADOWLAND LOOP, WINTER PARK, FL 32792

    $309,7901 Day on yellowkey   MLS ID: O5868219

    For Sale O5868219 - 2241 SHADOWLAND LOOP, WINTER PARK, FL 32792 1 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1961
       Built: 2020
    Monthly Fee: $235
       Tax: $0 (2020)
    Community: Hawks Crest
    Pool: No

    Townhouse


    Estimated Monthly Payment: $1,932 (change assumption)
    Mortgage ($1,697) + Fees ($235) + Taxes in 2020 ($0)

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    Taxes:$0

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2020

    Middle School: Tuskawilla Middle


  • 1599 LITTLE WREN LANE, WINTER PARK, FL 32792

    $347,7501 Day on yellowkey   MLS ID: O5868244

    For Sale O5868244 - 1599 LITTLE WREN LANE, WINTER PARK, FL 32792 1 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2042
       Built: 2020
    Monthly Fee: $235
       Tax: $0 (2020)
    Community: Hawks Crest
    Pool: No

    Townhouse


    Estimated Monthly Payment: $2,140 (change assumption)
    Mortgage ($1,905) + Fees ($235) + Taxes in 2020 ($0)

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    Taxes:$0

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2020

    Middle School: Tuskawilla Middle


  • 751 BONITA DRIVE, WINTER PARK, FL 32789

    $3,750,0001 Day on yellowkey   MLS ID: O5868208

    For Sale O5868208 - 751 BONITA DRIVE, WINTER PARK, FL 32789 70 photos

    Bed: 5   Bath: 6.0
    Liv Area Sq Ft: 5345
       Built: 1984   Tax: $39,002 (2019)
    Community: Comstock Park
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $23,798 (change assumption)
    Mortgage ($20,547) + Taxes in 2019 ($3,250)

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    Taxes:$39,002

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2019

    Middle School: Maitland Middle




Why Bother Searching Elsewhere for Winter Park Homes for Sale and Other Real Estate?

Winter Park home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Winter Park. You can use our website to view Multiple Listing Service (MLS) data on Winter Park Real Estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Winter Park listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, South Broward Board of REALTORS®, MIAMI MLS, JTHS MLS, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2020 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.